Ammonium Chloride → 4-Hydroxy-2,3,5-trimethyl-alpha-[(trimethylsilyl)methyl]benzenemethanol

HRID 975483ノート

反応式

HRID 975483 の反応式
[Mg].Cl[CH2:3][Si:4]([CH3:7])([CH3:6])[CH3:5].[CH3:8][C:9]1[C:16]([CH3:17])=[C:15]([OH:18])[C:14]([CH3:19])=[CH:13][C:10]=1[CH:11]=[O:12].[Cl-].[NH4+]>C(OCC)C>[OH:18][C:15]1[C:14]([CH3:19])=[CH:13][C:10]([CH:11]([CH2:3][Si:4]([CH3:7])([CH3:6])[CH3:5])[OH:12])=[C:9]([CH3:8])[C:16]=1[CH3:17]

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 75361Silane, (chloromethyl)trimethyl-HCID 5462224Magnesium2 回HCID 108990214-Hydroxy-2,3,5-trimethylbenzaldehyde

生成物 1

HCID 199719594-Hydroxy-2,3,5-trimethyl-alpha-[(trimethylsilyl)methyl]benzenemethanol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒3 回

反応条件

温度
0 °C

実験手順

Mix magnesium turnings (240 mg, 10 mmol) and anhydrous ethyl ether under an inert atmosphere. Add a solution of chloromethyltrimethylsilane (1.9 g, 10 mmol) in anhydrous ethyl ether. Stir until the magnesium metal dissolves. Add a solution of 2,3,5-trimethyl-4-hydroxybenzaldehyde (1.7 g, 10 mmol) in anhydrous ethyl ether. Stir until reaction is complete. Cool the reaction mixture to 0° C. and add saturated ammonium chloride solution. Separate the ether layer, wash with water and dry (MgSO4). Evaporate to give 4-hydroxy-2,3,5-trimethyl-α-[(trimethylsilyl)methyl]benzenemethanol and purify by silica gel chromatrography.

後処理

  1. dissolutiondissolves
  2. customSeparate the ether layer
  3. washwash with water
  4. dry with materialdry (MgSO4)
  5. customEvaporate

出典と根拠

ORDレコード
ord-7c3924ca28dc41a9a07aa01e0ef1519f
出典データセット
uspto-grants-1997_03
特許番号
US05608095

反応ノート

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